Parent oxazine made for the first time

After years of trying, scientists have finally isolated 1,4-oxazine.1 Among the many possible 6-membered fully unsaturated parent heterocycles containing one group 15 and one group 16 atom, 1,4-oxazine is the first to be generated and spectroscopically characterised. The closest molecule to be made in the past was a monosubstituted oxazine.2 Now, Alan Aitken and colleagues at the University of St Andrews in the UK have used flash vacuum pyrolysis to remove the N-tert-butoxycarbonyl group from the previous attempt and taken the synthesis all the way to 1,4-oxazine. Unsurprisingly, being a non-aromatic system, 1,4-oxazine is very unstable.

Libraries of small molecules are central to screening processes in biomedical research and this work could aid wider efforts attempting to expand those libraries by developing synthetic routes to nitrogen-containing heterocyclic scaffolds.

Related Content

Pyrolysis touted as billion dollar US industry

13 October 2014 News and Analysis

news image

Rapid deployment of plastics-to-oil could add $9 billion to America’s economy and 40,000 jobs

Enthralled by evaporation

20 February 2015 Organic Matter

news image

A giant rotary evaporator is a mesmerising thing, says Chemjobber, but the plant requires a different approach

Most Commented

Chlorinated compounds form in tea and coffee

24 November 2015 Research

news image

Treated water reacts with organics to form disinfection byproducts

Brazilian mine disaster releases dangerous metals

21 November 2015 News and Analysis

news image

Irreversible negative human health and environmental effects could result from Brazilian mine’s dam collapse